Find Hotels with a Pool in Oakham, MA

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Oakham Hotels with a Pool

Our top choices for Oakham hotels with a pool

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1576)
"Clean, spacious room and friendly staff"
United States
Lucinda
$89 nightly
The price is $99
Jan 4 - Jan 5, 2026
Total with taxes and fees
Publick House Historic Inn and Country Motor Lodge

Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield
2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1002)
"Comfortable beds, helpful staff, nice interior "
United States
Sara
$95 nightly
The price is $106
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Inn & Suites Sturbridge - Brimfield

Hampton Inn Auburn

Hampton Inn Auburn
2.5 star property
Auburn
8.6 out of 10, Excellent, (1001)
"Great stay had fun"
United States
Ernest
$91 nightly
The price is $102
Dec 27 - Dec 28
Total with taxes and fees
Hampton Inn Auburn

Wellsworth Hotel

Wellsworth Hotel
3.0 star property
Southbridge
9.2 out of 10, Wonderful, (1370)
"Amazing stay"
United States
Marissa
$107 nightly
The price is $120
Dec 15 - Dec 16
Total with taxes and fees
Wellsworth Hotel

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge
2.0 star property
Sturbridge
8.0 out of 10, Very Good, (1002)
"Its always a great stay. Clean rooms quiet and great stafd"
United States
Tucker
$73 nightly
The price is $82
Dec 21 - Dec 22
Total with taxes and fees
Super 8 by Wyndham Sturbridge

Hilton Garden Inn Worcester

Hilton Garden Inn Worcester
3.0 star property
Worcester Central Business District
8.0 out of 10, Very Good, (1007)
"Great spot, specially if you are going to the Paladium"
Canada
Trevor
$106 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Worcester

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.6 out of 10, Excellent, (1003)
"Rooms clean, staff friendly. Nice bar, great breakfast buffet"
United States
Leah
$126 nightly
The price is $141
Dec 21 - Dec 22
Total with taxes and fees
Doubletree by Hilton Hotel Leominster

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
2.5 star property
Worcester
9.0 out of 10, Wonderful, (1005)
"We had a great stay!"
United States
Cathryn
$114 nightly
The price is $131
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Worcester

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1003)
"The perfect hotel!"
United States
Elizabeth
$158 nightly
The price is $177
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Colonial Hotel

Courtyard by Marriott Worcester

Courtyard by Marriott Worcester
3.0 star property
Worcester
8.4 out of 10, Very Good, (1003)
"great stay"
United States
sanantonio
$115 nightly
The price is $132
Dec 21 - Dec 22
Total with taxes and fees
Courtyard by Marriott Worcester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Oakham Hotel Reviews

Frequently asked questions

What are some hotels with pools in Oakham?
Wellsworth Hotel: Features 2 restaurants, an indoor pool, and a health club. Great Wolf Lodge Boston / Fitchburg, MA: Offers 4 indoor pools, a children's pool, and free water-park access. Hilton Garden Inn Worcester: Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Publick House Historic Inn and Country Motor Lodge: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Comfort Inn Auburn - Worcester: Offers 2 restaurants, an indoor pool, and free self parking.
What is there to see and do in Oakham?
Take a walk along the waterfront at John J. Binienda Memorial Beach and Regatta Point Beach. During your stay, check out sights such as Rock House Reservation, Wachusett Mountain State Reservation, and Wachusett Mountain Ski Area.
When is the best time to book a hotel with a pool in Oakham?
Taking into account the local weather in Oakham can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Oakham are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.

Explore a world of travel with Expedia